Galena Homes under $400,000

Galena Homes under $400,000

Welcome to Galena, Maryland – a quaint and charming town nestled in the heart of Kent County! This picturesque community offers a perfect blend of small-town charm and modern conveniences, making it an ideal place to call home. With its rich history and friendly atmosphere, Galena provides a serene escape from the hustle and bustle of city life while still being conveniently located near major highways for easy access to nearby urban areas.

One of the most appealing aspects of Galena is its affordability. Homes in this delightful town can be found for under $400,000, making it an attractive option for first-time buyers, families, and retirees alike. Whether you’re looking for a cozy cottage, a spacious family home, or a charming historic property, Galena has something to suit every taste and budget. The local real estate market is diverse, offering a variety of styles and sizes to fit your needs.

Galena is not only known for its affordable housing but also for its vibrant community spirit. Residents enjoy a range of recreational activities, from exploring the scenic trails along the Sassafras River to participating in local festivals and events. With its close-knit community, excellent schools, and access to outdoor adventures, Galena is a place where you can truly enjoy the best of Maryland living.

If you're ready to make your move to Galena, discover the possibilities that await you in this charming town. With homes under $400,000, your dream of homeownership is closer than you think! Come experience the warmth and welcoming nature of Galena, where your new chapter awaits.

Newest Galena Homes under $400,000

34155 Bradford Johnson Rd, Galena
$55,000
1 Beds ⋅ 1 Baths
Small detached dwelling on secluded .50 Acre lot. Property recently acquired through tax foreclosure. Seller has no knowledge of the property including condition of septic and well. Buyer encouraged to conduct due diligence.

34155 Bradford Johnson Rd, Galena

Listing courtesy of Taylor Properties. Contact:

33741 Galena Sassafras Rd, Galena
$325,000
3 Beds ⋅ 2 Baths
SELLER WELCOMES ALLREASONABLE OFFERS! Discover easy one-level living at this three-bedroom, two-bath ranch home located in Galena’s Sassafras subdivision. Set on a cleared 0.47-acre lot, the property offers spacious front, side, and rear yards with room for outdoor entertaining, recreation, gardening, or future improvements. Inside, the open layout creates a natural flow between the light-filled living area, country-style kitchen, and adjoining breakfast space. The kitchen is equipped with ample cabinetry, an electric range, built-in microwave, and dishwasher, while luxury vinyl plank flooring adds durability and a cohesive look throughout the main living areas. The primary bedroom includes a private bath with a soaking tub and separate stall shower. Two additional bedrooms provide flexibility for sleeping space, an office, hobbies, or storage. A detached shed provides additional space for lawn equipment and outdoor items. Built in 2007 and surrounded by peaceful garden and lawn views, this home offers comfortable living with convenient access to Galena and the surrounding Eastern Shore area. Schedule your private showing and submit your offer for the seller’s consideration.

33741 Galena Sassafras Rd, Galena

Listing courtesy of EXP Realty, LLC. Contact:

206 Maplewood Ln, Galena
$363,000
3 Beds ⋅ 3 Baths
Welcome to Galena a little big town. Located just down the road from the Sassafras River this area has excellent access to the Chesapeake Bay, shopping, restaurants and more. With just about an hours drive you can be in Baltimore, Philadelphia or Annapolis. What an opportunity to build instant equity. Spacious home in great community, backing to farmland. This home is located in the community, but not within town limits. Enjoy public utilities without the town tax! Home has been maintained over the years, featuring new HVAC less than a year ago as well as roof replacment 10 years ago. Nicely laid out with living room, dining room, eat in kitchen, laundry room, powder room and great family room on the main level. The second level has a primary suite with loft, two additional bedrooms and hall bath. There is also a nicely proportioned two car attached garage. Home will benefit from updating to make it your own.

206 Maplewood Ln, Galena

Listing courtesy of L. C. Parker Real Estate. Contact:

13831 Augustine Herman Hwy, Galena
$369,900
3 Beds ⋅ 3 Baths
Welcome to this beautifully updated country farmhouse, where classic charm meets modern comfort in a serene rural setting. Thoughtfully renovated throughout, this inviting home offers a spacious first-floor primary suite, two additional bedrooms, and generous walk-in attic space—perfect for storage. The main level has been freshly painted and features new flooring, creating a bright, move-in-ready atmosphere. Efficient mini-splits provide comfortable climate control throughout the home, with capacity for one more unit if desired. Step outside through the newer French doors into a fully fenced backyard, ideal for pets, gardening, or simply enjoying the peaceful surroundings. Recent updates include 6 mini-splits, a new hot water heater (installed 11/25), a front roof that is 5–7 years old, and a rear roof just 5 years old with durable 50-year shingles. The third level boasts newly conditioned bonus spaces, offering flexible living or recreational options. Location is a true highlight. Situated minutes from the Sassafras River, a nearby marina, and popular restaurants including the Kitty Knight Inn and Restaurant, Fish Whistle, and Twinny’s. This property places waterfront dining and recreation right at your doorstep. You’re only one mile south of the Fredericktown boat ramp, making boating and water access effortless. Route 301 is an easy 10-minute drive for convenient travel north or south, and the home sits along the Chesapeake Scenic Byway—your gateway to charming waterfront towns such as Chesapeake City, Chestertown, and more. This remodeled farmhouse blends updated living with timeless country appeal and an unbeatable Eastern Shore location. Don’t miss the opportunity to make it yours.

13831 Augustine Herman Hwy, Galena

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

122 Main St, Galena
$384,000
4 Beds ⋅ 3 Baths
WOW! What a transformation of this sturdy Four Square Colonial nestled in a peaceful small-town setting. Enjoy the convenience of being within walking distance to parks, schools, the post office, and local markets while still having the space and privacy of an oversized nearly half-acre lot. The exterior features a detached oversized two-car garage with pull-through access to the HUGE backyard — perfect for entertaining, gardening, or future outdoor projects. A brand-new roof has just been installed on both the home and garage, adding even more value and peace of mind. Inside, the home has undergone a complete top-to-bottom renovation while maintaining the charm and solid craftsmanship of a bygone era. The stunning new interior includes an open-concept main level, all-new kitchen and baths, updated flooring, fresh drywall, neutral designer paint throughout, and brand-new appliances. Comfort is covered year-round with newly installed central heating and air conditioning. The fabulous primary suite offers a true retreat with a custom glass-enclosed shower and beautifully updated finishes. Additional highlights include a full dry basement offering excellent storage. This home truly offers the best of both worlds — the beauty and convenience of new construction combined with the timeless quality and character of a classic colonial. Put this one at the top of your list to tour soon!

122 Main St, Galena

Listing courtesy of Village Real Estate Company LLC. Contact:

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